Predict the major product for the following r | vedclass

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Question

(A) The reaction involves a strong base/nucleophile,sodium isopropoxide $(CH_3-CH(CH_3)-ONa)$,and a tertiary alkyl halide,tert-butyl chloride $((CH_3)

Vedclass · Accepted Answer

$CH_3-C(CH_3)=CH_2$

Vedclass · Answer

(A) The reaction involves a strong base/nucleophile,sodium isopropoxide $(CH_3-CH(CH_3)-ONa)$,and a tertiary alkyl halide,tert-butyl chloride $((CH_3)_3C-Cl)$.Since the alkyl halide is tertiary and the reagent is a strong base,the reaction will proceed via an $E2$ elimination mechanism rather than an $S_N2$ substitution mechanism due to steric hindrance.The base will abstract a proton from the tert-butyl chloride,leading to the formation of isobutylene ($2$-methylpropene) as the major product.The reaction is: $(CH_3)_3C-Cl + CH_3-CH(CH_3)-ONa \xrightarrow{\Delta} CH_3-C(CH_3)=CH_2 + CH_3-CH(CH_3)-OH + NaCl$.

Predict the major product for the following reaction: $CH_3-CH(CH_3)-ONa + (CH_3)_3C-Cl \xrightarrow{\Delta} \text{Major product}$

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